| 2. Round | 15/10/1966 | Stahl Eisenhüttenstadt | - | Dynamo Dresden | 1:2 aet | ||||
| Round of 16 | 03/12/1966 | BSG Motor Weimar | - | Dynamo Dresden | 1:1 aet | ||||
| Round of 16 | 07/12/1966 | Dynamo Dresden | - | BSG Motor Weimar | 2:0 |  |
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| Quarter-finals | 10/12/1966 | Dynamo Dresden | - | FC Vorwärts Berlin | 2:4 |
Germany
GDR